$146 Find Cheap Flights from Greenville to Caribbean Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Greenville to Caribbean Islands departing on 4/28. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Greenville to Caribbean Islands, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Greenville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$416
Santo Domingo
Santo Domingo1 stop$337
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$611
Nassau
Nassau2 stops$510
Kingston
Kingston1 stop$766
Simpson Bay
Simpson Bay1 stop$640
Providenciales
Providenciales1 stop$624
Port of Spain
Port of Spain1 stop$604
George Town
George Town1 stop$640
Willemstad
Willemstad2 stops$676
St. John's
St. John's2 stops$809
Aguadilla
Aguadilla2 stops$777
Punta Cana
Punta Cana1 stop$416
Santo Domingo
Santo Domingo1 stop$337
Montego Bay
Montego Bay1 stop$352
Oranjestad
Oranjestad1 stop$611
Nassau
Nassau2 stops$510
Kingston
Kingston1 stop$766
Simpson Bay
Simpson Bay1 stop$640
Providenciales
Providenciales1 stop$624
Port of Spain
Port of Spain1 stop$604
George Town
George Town1 stop$640
Willemstad
Willemstad2 stops$676
St. John's
St. John's2 stops$809
Aguadilla
Aguadilla2 stops$777

Book Cheap Greenville to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Greenville to Caribbean Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Greenville to Caribbean Islands

lun., abr. 13 - jue., abr. 16
American Airlines Logo
6:45 pm - 10:53 am
GSP
-
SJU
16h 08m
1 stop
American Airlines Logo
3:44 pm - 11:59 pm
SJU
-
GSP
8h 15m
1 stop
$294American Airlines
mar., abr. 14 - mar., abr. 21
American Airlines Logo
11:54 am - 8:51 pm
GSP
-
SJU
8h 57m
1 stop
American Airlines Logo
10:03 am - 6:15 pm
SJU
-
GSP
8h 12m
1 stop
$296American Airlines
vie., abr. 10 - mar., abr. 14
Multiple Airlines Logo
5:43 pm - 12:33 pm
GSP
-
SJU
18h 50m
1 stop
Multiple Airlines Logo
7:54 pm - 3:04 pm
SJU
-
GSP
43h 10m
2 stops
$300Multiple Airlines
vie., may. 1 - jue., may. 7
Multiple Airlines Logo
5:43 pm - 7:22 pm
GSP
-
SJU
25h 39m
1 stop
Multiple Airlines Logo
8:04 pm - 4:53 pm
SJU
-
GSP
20h 49m
1 stop
$303Multiple Airlines
mar., abr. 28 - mar., may. 5
Delta Logo
6:51 am - 4:23 pm
GSP
-
SJU
9h 32m
1 stop
Delta Logo
5:34 pm - 11:56 pm
SJU
-
GSP
6h 22m
1 stop
$316Delta
lun., ago. 17 - mar., ago. 25
Delta Logo
6:45 am - 3:34 pm
GSP
-
MBJ
9h 49m
1 stop
Delta Logo
4:59 pm - 11:38 pm
MBJ
-
GSP
5h 39m
1 stop
$352Delta
sáb., may. 9 - mié., may. 13
United Airlines Logo
6:00 am - 1:08 pm
GSP
-
STT
7h 08m
1 stop
United Airlines Logo
2:10 pm - 11:05 pm
STT
-
GSP
8h 55m
1 stop
$428United Airlines
mié., abr. 29 - mié., may. 6
Southwest Logo
8:20 am - 6:30 pm
GSP
-
NAS
10h 10m
2 stops
Southwest Logo
2:10 pm - 9:40 pm
NAS
-
GSP
7h 30m
2 stops
$510Southwest
dom., may. 10 - dom., may. 17
Southwest Logo
8:00 am - 6:30 pm
GSP
-
NAS
10h 30m
2 stops
Southwest Logo
1:00 pm - 10:10 pm
NAS
-
GSP
9h 10m
1 stop
$543Southwest
jue., may. 7 - sáb., may. 9
United Airlines Logo
6:36 am - 2:57 pm
GSP
-
NAS
8h 21m
1 stop
United Airlines Logo
1:15 pm - 6:58 pm
NAS
-
GSP
5h 43m
1 stop
$551United Airlines
Booking Insights

KAYAK's insights & trends for Greenville to Caribbean Islands flights

Get data-powered insights and trends into flights from Greenville to Caribbean Islands to help you find the cheapest flights, the best time to fly and much more.

Can I save money by flying with a layover from Greenville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $354, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Greenville to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Greenville to Caribbean Islands is May, when tickets cost $415 (return) on average. On the other hand, the most expensive months are December and November, when the average cost of round-trip tickets is $736 and $625 respectively.

How far in advance should I book a flight from Greenville to Caribbean Islands?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Greenville to Caribbean Islands, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Greenville to Caribbean Islands, you should book around 3 weeks before departure, which saves you about 14% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 19 weeks before departure.

Good to know

Low seasonSeptember
Cheapest flight$146
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Greenville to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Greenville to Caribbean Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Greenville to Caribbean Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Greenville to Caribbean Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Greenville to Caribbean Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Greenville to Caribbean Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Greenville to Caribbean Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Greenville to Caribbean Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Greenville to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Greenville to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Greenville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Greenville to Caribbean Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 8358 reviews
7.2Food
7.9Comfort
7.8Entertainment
8.1Boarding
8.5Crew
Airline reviews

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

8.0 ExcellentLorna, Mar 2026
LAX - LIH
Read more Delta reviews

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I haven’t flown economy in over 20 years but it was not bad. Room by my feet for my bag and seat was roomy enough. Surprised in a good way.

The flight was delayed 90 minutes The Gate was wrong The Restroom on Aircraft was not clean There was a half used water bottle in my seat

Delta is always a wonderful experience. A clean plane and the crew is really friendly.

Too many people are taking up space in the overhead bins with their extra piece of luggage. Since they cannot fit their backpacks or extra luggage piece under the seat in front of them, they store it in the overheads and thus taking up room for other passengers. It wasn’t only one or two persons; more like 12 or 13 passengers.

Excellent service, I love the soft blush pink mood lighting on the 767-400ER during meal service. The overhead gasper vents on the 767-400ER were also very strong with a lot of airflow to keep me comfortable on my flight.

This was the worse experience. They delayed our flight twice and we still had to find another flight to get home sooner which was alos delayed. Also, the flight attendant named Ginny on DL9890 leaving at 4:13pm on 3/23/26 was extremely rude.

I love Delta the flight attendants were personable and the flight arrived 1/2 earlier thanks expected. All a plus. The gate agent was a bit flustered but even with that I still had a good experience. Her supervisor assisted me.

Got to fly my favorite plane, the Boeing 767-400ER, to Milan. The soft blush pink mood lighting during meal service was very beautiful and gorgeous. The service was top-notch, and our flights were on time. I highly recommend Delta.

I am still at the Airport! Delayed Delayed and Delyaed

Flight was on-time, boarding was flawless and the crew was friendly.

The staff are very, very professional. It's what flying should feel like.

Flight boarded from Gate 159B, the farthest gate in the LAX Bradley Terminal. While the flight operated on time, the first class cabin attendant made no recognition of my being an Advantage Executive Platinum member.

For an international flight the seats were smaller than most flight I have been on in economy. I don’t know the size of the seats or perhaps it was the size of the seat dividers that made the seats feel smaller and little amount of space to even turn your body if you needed to

The flight itself was excellent but the gate attendant made me check my carryon since she said it was an inch too big. I’ve had no problems with this carryon on recent flights on Qantas, Delta, Austrian, Southwest Airlines even though the overhead bins are the same size. there were other carryons in the bins that also looked larger than mine and there was room left in the bins for more. When I picked up my carryon from baggage claim one of the wheels had broken off.

The flight changed gates multiple times and flight had to be delayed multiple times

We called Kayak for a change due to the TSA situation in Atlanta. What we got was a canceled return flight (in error) and we had to find the mistake. Not happy with Kayak who blamed it on AA.

Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.

I was in last row so that is never great bc the person in front of me leaned his seat all the way back into me.

Delayed for mechanical and no updates on what was happening and how long the delay might be.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports